Entire apartment

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

Photo gallery for Perfect 4 Bedroom/3 Bath in the HEART of Old Town

Fridge, microwave, oven, stovetop
4 bedrooms, iron/ironing board, travel cot, free WiFi
Smart TV
Exterior
Combined shower/bathtub, hair dryer, towels

Reviews

10 out of 10

Exceptional

Entire apartment

4 bedrooms3 bathrooms

Popular amenities

  • Pet-friendly
  • Parking available
  • Kitchen
  • Air conditioning
  • Dryer
  • Washer

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

Huge, 2500 sqft Condo in Chicago's most Exciting, Safe, and Historic Neighborhood: Old Town. This is a Private, Full Floor Apartment with 11 foot high ceilings. Located on a Boutique and Restaurant-Lined Street (Wells St) in the Heart of all the Action. Walk to some of the city's best-loved Restaurants, Clubs, Pubs, Parks, Boutiques, and Coffee Shops. Easy Train Transit to O'Hare, Navy Pier, Mag Mile, McCormick Place, etc. Grocery Store (Plum Market) just 1 block away. Parking for 1 car included

Completely modern and comfortable 4 bedroom/3 bathroom apartment that is perfectly set up for large groups of friends, families, or colleagues. Large and clean kitchen attached to full formal dining room for group meals with enough room to fit everyone. Giant living space with a massive couch and flat screen TV for lounging and relaxing. Located right on Wells St, all you have to do is walk out your front door to be in the heart of the action! Walk to the beach, Magnificent Mile, and Lincoln Park. Grocery stores around the corner. Parking for 1 car just a 1/2 block away included in your reservation.

The entire apartment is available for your use.

I almost always meet guests in person to give a quick tour of the home, answer any questions, and give recommendations if requested. After that, I am available on an as needed basis, just a quick phone call away if anything comes up...or if you need a tip on the best place to have dinner, go shopping, see a game/show, or the best way to get from here to there. Just a phone call or text away.

Downtown Chicago is a jigsaw puzzle of neighborhoods and communities – each its own important little piece of the best city on the planet. From South Loop to West Loop, Lakeshore East to Lincoln Park; each fits just right and plays its own unique role.

But, I gotta say, Old Town is a standout piece of the Chicago neighborhood puzzle. Forget a rebirth – this historic neighborhood was hipster before hipster was a thing. Old Town takes its neighborhood status so seriously, you can actually feel the neighborhood-iness in the air. Simply take a stroll down its tree-lined sidewalks and you’ll get a sense of the community that’s so often lost in urban neighborhoods. And I’m telling you, this location cannot be beat. Old Town sits less than two miles north of the heart of downtown Chicago and just a mile west of the lake. Its neighborhood neighbors (yup, that’s a thing) include Gold Coast to the east and Lincoln Park to the north. Pretty good company, right?

Old Town is a pretty small area, even using generous borders, measuring one mile north to south and just shy of a mile east to west. Run the perimeter and you’ll have a 5k under your belt.

It was German settlers who built the neighborhood’s greatest treasures – St. Michael’s Church, at the intersection of Eugenie Street and Cleveland Avenue. This iconic structure was built in 1869 and just a few years later, survived the Great Chicago Fire. The rest of the neighborhood, however, didn’t fare so well. Nearly every home and structure burned to the ground and Old Town was left to rebuild. The rest of Chicago took the clean slate as an opportunity to create a logical grid of perfectly straight streets running east, west, north and south. I’d like to personally thank these visionary city planners for creating a street system that makes it near impossible for even its most geographically-handicapped residents to get lost (that’s me!).

But – Old Town was an exception. Post-fire, Old Town kept its original willy-nilly street layout. These winding streets, full of narrow one-ways and asymmetrical intersections, still exist today and are key to the neighborhood’s charm.

Throughout the following decades, new fire-resistant brick, stone and stucco homes were built up and down the winding streets. The German builders made eclectic choices and took pride in creating masterfully-crafted row houses and apartment buildings. Gothic windows, Victorian spires, insanely-ornate balusters and spindles, swooping roofs…the list goes on and on. These century-old homes still stand today and are the cornerstone of Old Town. If you find yourself with a free afternoon, take an Old Town Architecture Tour. Tourists and locals alike will marvel at the history.

The Great Depression was hard on Old Town and it fell into a state of…well, depression. Disheveled and dirty, the once-lovely neighborhood was in jeopardy of losing its identity. But in the 1940s, its residents rose up to take back the neighborhood and make it shine once again. They banded together and formed the Old Town Triangle Association; a super-active community organization that’s headquartered in the Triangle to this day. One of the first projects the Association undertook was to hold a small Art Fair. They figured the artisans in the neighborhood could sell their art and the community would open its doors to invite visitors to discover their hidden gem of a neighborhood. And thus, the face of Old Town changed forever. The curious visitors; they came. And stayed. The Old Town Art Fair, which is still held in June each year, brought a new wave of residents to the neighborhood. Young suburbanites, hungry for change, transplanted to Old Town. As the neighborhood grew, it became the mecca of bohemian culture. With its popularity came other changes too – rents began to tick up, small business opened shop and Wells Street was born.

Up until the 1960s, the Triangle truly was Old Town. But as the neighborhood grew, N. Wells Street – which runs vertically through the neighborhood – became the place to see and be seen. Strolling up and down the street today, you can still get a sense that this place has a story to tell. And it does! The Old Town School of Folk Music opened on Wells in the late 1950s and was the catalyst for an explosion of development. The area became a sanctuary for local musicians and artists and also drew suburban visitors who wanted to experience the hippie haven for themselves. Throughout the next two decades, iconic restaurants, music joints and just-plain weird attractions opened their doors up and down Wells. Ask anyone familiar with Old Town of the 1960s and 70s and they’re sure to reminisce about noshing on free pickles at The Pickle Barrel and wandering through the Royal London Wax Museum. If they were lucky, perhaps they caught music icons like Steve Goodman and John Prine jam at The Earl of Old Town Cafe & Pub.

Unique shops peppered the street as well. Stores hawking candles, jewelry, records and even peace pipes. You can practically smell the patchouli in the air, right? The first Crate and Barrel store – a far cry from what it is today – opened its first store on Wells in 1962.

Shops, pubs and restaurants came, went and evolved into the energetic Old Town of today. The Old Town of today has the same unique qualities of its former self. Longtime residents have stayed put and the Old Town Triangle Association is more active than ever. Because of this, the neighborhood has been able to keep its charm and unique characteristics while still embracing inevitable change and development.

Today you’ll find bohemian chic on one corner and timeless charm on the next. Luxury high-rises and mid-rises mingle with brownstones and historic Victorians and neighborhood shops share the block with franchised conveniences. And, Old Town’s residents know just how fortunate they are. They get charm on their doorstep and everything the city has to offer is just a hop, skip and a jump away. Old Town gives it’s lucky residents the comfort of a hometown smack dab in the middle of Chicago.

So, yes – Old Town has a fantastic location and a magical neighborhoodiness vibe that’s practically priceless, but what’s it like to live there?

The area to the south of North Avenue, on either side of Wells Street, is always humming. On the south edge you’ll find luxury high-rise apartments and everyday conveniences. When your dentist, grocery market and drug store are all within walking distance, life is just easier.

But this south-of-the-north-border section of Old Town is charismatic too. Zip up Wells Street a couple blocks and you’ll be greeted by the iron Old Town gates.

Block by block, modern amenities of the city fade and the Old Town of yesteryear emerges. N. Wells Street is littered with endless pubs, cafes, shops and boutiques. The narrow streets that criss-cross Wells are laden with brick apartment buildings and swooping trees.

Cross North Avenue, and you’re officially in the historic Old Town Triangle. Detour off Wells to discover a treasure trove of historic homes and buildings. Call me a nerd, but this is one of my favorite things about Old Town. I’ve spent entire afternoons drifting up and down streets, oogling gorgeous front doors and wrought iron balconies.

Small Business Central
This ‘hood is all about small business and home to independent coffee shops, pastry shops, cafes and more. Treat yourself to local favorite Cocoa + Co. You should skip the coffee and go straight for a dark hot chocolate (holy yum). Intelligentsia Coffee which is south and closer to the new high-rises, is the perfect spot to settle in with your laptop and get caffeinated while working.

Old Town Chicago's Village Cycle Center
Famous Village Cycle Center on N. Wells Street – sells bikes on 3 floors and over 30,000 square feet of space! They’re the nation’s largest bicycle shop and have been in Old Town since the 70s.
The breadth and depth of shops and boutiques in Old Town is super eclectic. My favorite section of Wells has a spice shop called The Spice House which is single-handedly responsible for me finally taking up cooking. With thousands of spices and blends packed into the cutest little shop, I could spend hours peppering the staff with questions.

Conveniences
Yes, I love those independent shops and boutiques but if there’s one thing I canno

Property manager

Pillowhead Properties

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number R22000081485, 60610

We should mention

A car is recommended for transport to and from this property

Property is also known as

orp5b5d715x

About the area

Map
Chicago, IL

What's nearby

  • Michigan Avenue - 18 min walk - 1.5 km
  • Chicago Riverwalk - 3 min drive - 3.1 km
  • Chicago Theatre - 3 min drive - 3.1 km
  • Millennium Park - 3 min drive - 3.6 km
  • Navy Pier - 5 min drive - 5.1 km

Getting around

  • Chicago Clybourn Station - 4 min drive
  • Clark-Division Station - 8 min walk
  • Chicago Midway Airport (MDW) - 37 min drive

Restaurants

  • ‪Kapej Coffee - ‬6 min walk
  • ‪Happy Camper - ‬5 min walk
  • ‪Old Town Pour House - ‬1 min walk
  • ‪McDonald's - ‬5 min walk
  • ‪The VIG Chicago - ‬3 min walk

Frequently asked questions

Is Perfect 4 Bedroom/3 Bath in the HEART of Old Town pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Perfect 4 Bedroom/3 Bath in the HEART of Old Town?

Check-in begins at 3:00 PM.

What time is check-out at Perfect 4 Bedroom/3 Bath in the HEART of Old Town?

Checkout is at 11:00 AM.

Where is Perfect 4 Bedroom/3 Bath in the HEART of Old Town located?

Located in Near North Side, this family-friendly Chicago apartment building is within a 15-minute walk of Second City and State Street. Michigan Avenue and Lake Michigan are also within 1 mile (2 km). Clark-Division Station is 8 minutes by foot and Sedgwick Station is 8 minutes.

Perfect 4 Bedroom/3 Bath in the HEART of Old Town Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 51 out of 51 reviews" "
Rating 8 - Good. 0 out of 51 reviews" "
Rating 6 - Okay. 0 out of 51 reviews" "
Rating 4 - Poor. 0 out of 51 reviews" "
Rating 2 - Terrible. 0 out of 51 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness
Simply Amazing!
It was a perfect location and apartment for a reunion with my college friends. The place was very clean, spacious, and had everything we could ask for. I would rent this place again.
Stayed 3 nights in Nov 2024

10/10 Excellent

Kristin S.

Liked: Cleanliness
Great time in Old Town!
We had 8 people staying and never felt tight. The location was perfect. The only thing we could say that was a critique was the light in the common area. It is too dim to play games
Stayed 3 nights in Nov 2024

10/10 Excellent

Sandy Y., Naperville, Illinois

Liked: Cleanliness
Wedding week
Perfect location for all the festivities leading up to my daughter’s wedding on 10-19. We had plenty of space to dress, eat, relax and prepare for the wedding.
Stayed 6 nights in Oct 2024

10/10 Excellent

Lisa L., Charlotte, NC USA

Liked: Cleanliness
This is your place!
This place is amazing! Plenty of space for our group of four friends to hang out together plus have our own space. The kitchen is big and fully stocked, lots of living room space to hang out in - just a winning rental. I highly recommend!!
Stayed 3 nights in Sep 2024

10/10 Excellent

Dave R.

Liked: Cleanliness
Great spot for families
The location in Old Town provides numerous options for activities close by. The unit was great for families. We had enough separation to give folks some privacy. But plenty of space for kids to play. The unit was well stocked with cribs, air mattresses, toys, to accommodate various ages.
Stayed 5 nights in Aug 2024

10/10 Excellent

Rochelle J., Where do you live?

Liked: Cleanliness
Clean - Spacious - Great Location!
What a beautiful, clean and updated apartment! Stayed with 4 girlfriends - the 3 bathrooms were a great plus and also has 4 comfortable bedrooms. Our host was amazing - always available via text to answer any questions. She shared restaurant recommendations, shopping, and things to do nearby. Highly recommend!
Stayed 3 nights in Jul 2024

10/10 Excellent

shaon k.

Liked: Cleanliness
Chicago trip
Wonderful apartment in a fantastic location! The apartment is clean, modern and well equipped. Beds are comfortable. The property manager is super responsive and friendly. We will definitely come back!
Stayed 4 nights in May 2024

10/10 Excellent

kristina r.

Liked: Cleanliness
Perfect girls trip getaway!
LOVED staying here -- place is large and so cute -- exactly like the photos. We were so comfortable lounging on the huge sofa yet still had plenty of room to have our own space in the large bedrooms and big kitchen. Our host was extremely responsive and had lots of great recommendations. Location was perfect with tons of places to eat, grab coffee and have a drink nearby.
Stayed 2 nights in Mar 2024

10/10 Excellent

Marci C.

Liked: Cleanliness
Old Town
Property and location were amazing. Will definitely stay here again.
Stayed 2 nights in Mar 2024

10/10 Excellent

Andrew S.

Liked: Cleanliness
Perfect location and very comfortable
We had a wonderful stay in Chicago. The apartment is well furnished, bright and comfortable. Loved the location. We will be back.
Stayed 2 nights in Feb 2024

10/10 Excellent

Hilary J.

Liked: Cleanliness
A terrific spacious place to spend time with friends!
All great! Very comfortable beds. We loved having plenty of nice comfortable seating in the living and dining area and well equipped kitchen. All very clean. Great location to walk places. Host was very helpful.
Stayed 2 nights in Jan 2024

10/10 Excellent

Owen L.

Liked: Cleanliness
Great property and great host!
This was a great location for our family to gather over the holidays. Sarah, the host, communicated all of the checkin details very clearly, and was always quick to respond. The property was clean and well equipped throughout. The location was also great - plenty of restaurants within just a few blocks, and only about a mile from Michigan Ave! We will gladly stay here again in the future.
Stayed 5 nights in Dec 2023

10/10 Excellent

Kenneth M., Austin, TX

Liked: Cleanliness
Excellent location and experience!
No complaints, no worries. Would definitely stay again!
Stayed 3 nights in Nov 2023

10/10 Excellent

Rick L.

Liked: Cleanliness
Great Location and Great Place
Old Town is such a great place to hang out. The unit met all our varying needs.
Stayed 5 nights in Oct 2023

10/10 Excellent

Brett M.

Liked: Cleanliness
Great spot
We had a fantastic stay! Unit was spacious and nice. Lots of restaurants and bars nearby. Good location to get to other neighborhoods. Owner was responsive and made it easy to get in the property. Would recommend this spot for sure. 👍
Stayed 3 nights in Oct 2023

10/10 Excellent

Shanta Z.

Liked: Cleanliness
Marathon weekend!
Perfect location with access to great restaurants and a beautiful and cozy place to hang out before and after our family marathon weekend. I even popped into the entry way to drop off my extra shirt midway through the race. Everything was great.
Stayed 5 nights in Oct 2023

10/10 Excellent

Maria C.

Liked: Cleanliness
Great house and location
We stayed for a weekend with our grown children and their significant others and this was a perfect set up and location. The rooms are really big and the house is in walking distance of so many great restaurants and bars. We will be back!
Stayed 2 nights in Aug 2023

10/10 Excellent

Marla B.

Liked: Cleanliness
Girls trip
The apartment was amazing and exactly as pictured. The hose was super responsive to all our questions. She was so nice and generous. She left us ice cream and snacks. So beyond what we expected.
Stayed 3 nights in Aug 2023

10/10 Excellent

Deb E.

Liked: Cleanliness
Perfect Family Stay
12 plus a 6 month old stayed here for the Great Gramps 70th birthday celebration. We were very comfortable -a bonus was the huge living room with seating for everyone. Super location. Coffee shops near, plenty of restaurants, grocery stores and redline L or brown line within walking distance. No real complaints other than it takes forever for the shower to get hot water but we learned to adjust. Michelle did a great job of communicating every step of the way. If I texted her I received a text back within minutes. We would definitely stay again.
Stayed 4 nights in Jun 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness
Great place!
So much room, comfortable, cutely decorated and great location! We had such an enjoyable time in Chicago and wished we could stayed longer. We would definitely stay here again and highly recommend it! Thank you!!!
Stayed 3 nights in Jun 2023

10/10 Excellent

Sue C.

Liked: Cleanliness
Perfect location and lots of space
We had 2 families with 4 Twenty something age kids. We all had space to spread out and to hang out in this apartment. Beautifully decorated and included everything we needed. The location in old town is great and close to lots of restaurants and bars and just a few blocks from the train to get to other areas. Couldn’t ask for much more.
Stayed 3 nights in May 2023

10/10 Excellent

Scott M.

Liked: Cleanliness
Great Property
Everything at the property was perfect for what we needed. Plenty of space and very clean.
Stayed 2 nights in Jan 2023

10/10 Excellent

Thomas W.

Liked: Cleanliness
Perfect stay for a family or couples in Old Town
We stayed here as a family of 5, all 19+. It's a tremendous setup for a group like that, with 4 bedrooms, a spacious living and eating area, and multiple bathrooms. The location is perfect in Old Town. Cute shops and restaurants right next door and in the area (Insomnia Cookies across the street? Oh my.) Two different subway lines a short walk away. Grocery stores also easy walks including one high end grocery just down the block and much larger groceries nearby. The communications from the property manager were terrific and the ease of entry and parking was truly appreciated. A great experience. Would absolutely stay here again.
Stayed 5 nights in Dec 2022

10/10 Excellent

Sarah S.

Liked: Cleanliness
A great place in Old Town
Loved our stay. Very spacious and great location.
Stayed 4 nights in Dec 2022

10/10 Excellent

r A.

Liked: Cleanliness
Thanksgiving in Chicago with the family !
This Vrbo was as described and pictured. The location was close to the big Chicago scenes but with the small town feel in Old Chicago. Our group was aged 1 yr (they provided a high chair on request) to 75. There are three floors of steps and no elevator . Would I use this Vrbo again, yes.
Stayed 5 nights in Nov 2022